CA2866850C - Method for enhancing rebaudioside d solubility in water - Google Patents

Method for enhancing rebaudioside d solubility in water Download PDF

Info

Publication number: CA2866850C
Authority: CA; Canada
Prior art keywords: reb; acid; solution; powder; water
Prior art date: 2012-03-26
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Active

Application number

CA2866850A

Other languages

English (en)

French (fr)

Other versions

CA2866850A1 (en

Inventor

William Mutilangi

Naijie Zhang

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Pepsico Inc

Original Assignee

Pepsico Inc

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2012-03-26

Filing date

2013-03-13

Publication date

2018-04-17

2013-03-13 Application filed by Pepsico Inc filed Critical Pepsico Inc

2013-10-03 Publication of CA2866850A1 publication Critical patent/CA2866850A1/en

2018-04-17 Application granted granted Critical

2018-04-17 Publication of CA2866850C publication Critical patent/CA2866850C/en

Status Active legal-status Critical Current

2033-03-13 Anticipated expiration legal-status Critical

Links

XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 111
RPYRMTHVSUWHSV-CUZJHZIBSA-N rebaudioside D Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RPYRMTHVSUWHSV-CUZJHZIBSA-N 0.000 title claims abstract description 27
238000000034 method Methods 0.000 title claims description 48
230000002708 enhancing effect Effects 0.000 title claims description 9
239000000843 powder Substances 0.000 claims abstract description 75
235000003599 food sweetener Nutrition 0.000 claims abstract description 34
239000003765 sweetening agent Substances 0.000 claims abstract description 34
239000003381 stabilizer Substances 0.000 claims abstract description 27
239000007921 spray Substances 0.000 claims abstract description 24
239000003623 enhancer Substances 0.000 claims abstract description 22
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 22
230000003381 solubilizing effect Effects 0.000 claims abstract description 22
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 11
244000228451 Stevia rebaudiana Species 0.000 claims abstract description 10
238000009835 boiling Methods 0.000 claims abstract description 9
239000002562 thickening agent Substances 0.000 claims abstract description 9
239000003006 anti-agglomeration agent Substances 0.000 claims abstract description 7
238000010438 heat treatment Methods 0.000 claims abstract description 7
229920000084 Gum arabic Polymers 0.000 claims description 33
235000010489 acacia gum Nutrition 0.000 claims description 33
239000000205 acacia gum Substances 0.000 claims description 33
239000000203 mixture Substances 0.000 claims description 33
238000001694 spray drying Methods 0.000 claims description 28
244000215068 Acacia senegal Species 0.000 claims description 27
239000005913 Maltodextrin Substances 0.000 claims description 24
229920002774 Maltodextrin Polymers 0.000 claims description 24
229940035034 maltodextrin Drugs 0.000 claims description 24
150000007524 organic acids Chemical class 0.000 claims description 17
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 15
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 15
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 14
239000004386 Erythritol Substances 0.000 claims description 14
UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 14
229930006000 Sucrose Natural products 0.000 claims description 14
UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical group OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 claims description 14
235000019414 erythritol Nutrition 0.000 claims description 14
229940009714 erythritol Drugs 0.000 claims description 14
-1 organic acid salt Chemical class 0.000 claims description 14
239000005720 sucrose Substances 0.000 claims description 14
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 12
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 12
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 12
150000003839 salts Chemical class 0.000 claims description 12
CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 claims description 10
SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims description 10
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 10
239000004302 potassium sorbate Substances 0.000 claims description 10
235000010241 potassium sorbate Nutrition 0.000 claims description 10
229940069338 potassium sorbate Drugs 0.000 claims description 10
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 claims description 10
239000004299 sodium benzoate Substances 0.000 claims description 10
235000010234 sodium benzoate Nutrition 0.000 claims description 10
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 8
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 8
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 8
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 8
NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims description 8
235000010323 ascorbic acid Nutrition 0.000 claims description 7
239000011668 ascorbic acid Substances 0.000 claims description 7
229960005070 ascorbic acid Drugs 0.000 claims description 7
239000008103 glucose Substances 0.000 claims description 7
FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 6
229920001817 Agar Polymers 0.000 claims description 6
229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 6
229920002907 Guar gum Polymers 0.000 claims description 6
229920000161 Locust bean gum Polymers 0.000 claims description 6
229920000881 Modified starch Polymers 0.000 claims description 6
239000004368 Modified starch Substances 0.000 claims description 6
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 6
229920002472 Starch Polymers 0.000 claims description 6
239000008272 agar Substances 0.000 claims description 6
235000010419 agar Nutrition 0.000 claims description 6
229940072056 alginate Drugs 0.000 claims description 6
229920000615 alginic acid Polymers 0.000 claims description 6
235000010443 alginic acid Nutrition 0.000 claims description 6
239000000420 anogeissus latifolia wall. gum Substances 0.000 claims description 6
235000010418 carrageenan Nutrition 0.000 claims description 6
239000000679 carrageenan Substances 0.000 claims description 6
229920001525 carrageenan Polymers 0.000 claims description 6
229940113118 carrageenan Drugs 0.000 claims description 6
229920002678 cellulose Polymers 0.000 claims description 6
239000001913 cellulose Substances 0.000 claims description 6
235000010980 cellulose Nutrition 0.000 claims description 6
235000010417 guar gum Nutrition 0.000 claims description 6
239000000665 guar gum Substances 0.000 claims description 6
229960002154 guar gum Drugs 0.000 claims description 6
235000019314 gum ghatti Nutrition 0.000 claims description 6
235000010420 locust bean gum Nutrition 0.000 claims description 6
239000000711 locust bean gum Substances 0.000 claims description 6
238000002156 mixing Methods 0.000 claims description 6
235000019426 modified starch Nutrition 0.000 claims description 6
239000001814 pectin Substances 0.000 claims description 6
235000010987 pectin Nutrition 0.000 claims description 6
229920001277 pectin Polymers 0.000 claims description 6
239000008107 starch Substances 0.000 claims description 6
235000019698 starch Nutrition 0.000 claims description 6
229920001285 xanthan gum Polymers 0.000 claims description 6
235000010493 xanthan gum Nutrition 0.000 claims description 6
239000000230 xanthan gum Substances 0.000 claims description 6
229940082509 xanthan gum Drugs 0.000 claims description 6
UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 claims description 6
SERLAGPUMNYUCK-DCUALPFSSA-N 1-O-alpha-D-glucopyranosyl-D-mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O SERLAGPUMNYUCK-DCUALPFSSA-N 0.000 claims description 5
OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 claims description 5
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 5
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 5
HEBKCHPVOIAQTA-QWWZWVQMSA-N D-arabinitol Chemical compound OC[C@@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-QWWZWVQMSA-N 0.000 claims description 5
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 5
229930091371 Fructose Natural products 0.000 claims description 5
239000005715 Fructose Substances 0.000 claims description 5
RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 5
229920002148 Gellan gum Polymers 0.000 claims description 5
GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 claims description 5
229930195725 Mannitol Natural products 0.000 claims description 5
PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims description 5
SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims description 5
GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 claims description 5
239000008121 dextrose Substances 0.000 claims description 5
235000010492 gellan gum Nutrition 0.000 claims description 5
239000000216 gellan gum Substances 0.000 claims description 5
239000000905 isomalt Substances 0.000 claims description 5
235000010439 isomalt Nutrition 0.000 claims description 5
HPIGCVXMBGOWTF-UHFFFAOYSA-N isomaltol Natural products CC(=O)C=1OC=CC=1O HPIGCVXMBGOWTF-UHFFFAOYSA-N 0.000 claims description 5
239000007788 liquid Substances 0.000 claims description 5
235000010449 maltitol Nutrition 0.000 claims description 5
239000000845 maltitol Substances 0.000 claims description 5
VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 claims description 5
229940035436 maltitol Drugs 0.000 claims description 5
239000000594 mannitol Substances 0.000 claims description 5
235000010355 mannitol Nutrition 0.000 claims description 5
HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 5
239000000600 sorbitol Substances 0.000 claims description 5
BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 4
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 4
239000005711 Benzoic acid Substances 0.000 claims description 4
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 4
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 4
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 4
BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 4
150000001413 amino acids Chemical class 0.000 claims description 4
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 4
235000010233 benzoic acid Nutrition 0.000 claims description 4
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 4
235000015165 citric acid Nutrition 0.000 claims description 4
BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims description 4
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 4
239000011976 maleic acid Substances 0.000 claims description 4
239000001630 malic acid Substances 0.000 claims description 4
235000011090 malic acid Nutrition 0.000 claims description 4
239000002245 particle Substances 0.000 claims description 4
235000019260 propionic acid Nutrition 0.000 claims description 4
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 4
229960003885 sodium benzoate Drugs 0.000 claims description 4
239000001509 sodium citrate Substances 0.000 claims description 4
NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 claims description 4
235000011083 sodium citrates Nutrition 0.000 claims description 4
239000004334 sorbic acid Substances 0.000 claims description 4
235000010199 sorbic acid Nutrition 0.000 claims description 4
229940075582 sorbic acid Drugs 0.000 claims description 4
239000011975 tartaric acid Substances 0.000 claims description 4
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VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
229940005605 valeric acid Drugs 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 3
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235000008504 concentrate Nutrition 0.000 abstract description 22
235000020357 syrup Nutrition 0.000 abstract description 15
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239000012530 fluid Substances 0.000 abstract description 2
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235000019640 taste Nutrition 0.000 description 5
REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 4
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QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
229930188195 rebaudioside Natural products 0.000 description 3
239000008137 solubility enhancer Substances 0.000 description 3
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MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 2
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HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 description 2
QSRAJVGDWKFOGU-WBXIDTKBSA-N rebaudioside c Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]1(CC[C@H]2[C@@]3(C)[C@@H]([C@](CCC3)(C)C(=O)O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)CC3)C(=C)C[C@]23C1 QSRAJVGDWKFOGU-WBXIDTKBSA-N 0.000 description 2
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239000003643 water by type Substances 0.000 description 2
239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
229930186291 Dulcoside Natural products 0.000 description 1
239000001512 FEMA 4601 Substances 0.000 description 1
239000001776 FEMA 4720 Substances 0.000 description 1
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HELXLJCILKEWJH-SEAGSNCFSA-N Rebaudioside A Natural products O=C(O[C@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@]1(C)[C@@H]2[C@](C)([C@H]3[C@@]4(CC(=C)[C@@](O[C@H]5[C@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)[C@H](O)[C@@H](CO)O5)(C4)CC3)CC2)CCC1 HELXLJCILKEWJH-SEAGSNCFSA-N 0.000 description 1
RLLCWNUIHGPAJY-RYBZXKSASA-N Rebaudioside E Natural products O=C(O[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O2)[C@@H](O)[C@@H](O)[C@H](CO)O1)[C@]1(C)[C@@H]2[C@@](C)([C@@H]3[C@@]4(CC(=C)[C@@](O[C@@H]5[C@@H](O[C@@H]6[C@@H](O)[C@H](O)[C@@H](O)[C@H](CO)O6)[C@H](O)[C@@H](O)[C@H](CO)O5)(C4)CC3)CC2)CCC1 RLLCWNUIHGPAJY-RYBZXKSASA-N 0.000 description 1
235000006092 Stevia rebaudiana Nutrition 0.000 description 1
239000004383 Steviol glycoside Substances 0.000 description 1
OMHUCGDTACNQEX-OSHKXICASA-N Steviolbioside Natural products O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(O)=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O OMHUCGDTACNQEX-OSHKXICASA-N 0.000 description 1
UEDUENGHJMELGK-HYDKPPNVSA-N Stevioside Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O UEDUENGHJMELGK-HYDKPPNVSA-N 0.000 description 1
229940091181 aconitic acid Drugs 0.000 description 1
230000002411 adverse Effects 0.000 description 1
230000001476 alcoholic effect Effects 0.000 description 1
229940024606 amino acid Drugs 0.000 description 1
235000001014 amino acid Nutrition 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229960001948 caffeine Drugs 0.000 description 1
VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
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230000008859 change Effects 0.000 description 1
JLPRGBMUVNVSKP-AHUXISJXSA-M chembl2368336 Chemical compound [Na+].O([C@H]1[C@@H](O)[C@H](O)[C@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C([O-])=O)[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O JLPRGBMUVNVSKP-AHUXISJXSA-M 0.000 description 1
GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 description 1
235000013353 coffee beverage Nutrition 0.000 description 1
235000009508 confectionery Nutrition 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
235000013365 dairy product Nutrition 0.000 description 1
238000002242 deionisation method Methods 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000037213 diet Effects 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
HELXLJCILKEWJH-UHFFFAOYSA-N entered according to Sigma 01432 Natural products C1CC2C3(C)CCCC(C)(C(=O)OC4C(C(O)C(O)C(CO)O4)O)C3CCC2(C2)CC(=C)C21OC(C1OC2C(C(O)C(O)C(CO)O2)O)OC(CO)C(O)C1OC1OC(CO)C(O)C(O)C1O HELXLJCILKEWJH-UHFFFAOYSA-N 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000010419 fine particle Substances 0.000 description 1
230000009969 flowable effect Effects 0.000 description 1
235000013305 food Nutrition 0.000 description 1
235000015203 fruit juice Nutrition 0.000 description 1
239000007789 gas Substances 0.000 description 1
230000036571 hydration Effects 0.000 description 1
238000006703 hydration reaction Methods 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
235000014666 liquid concentrate Nutrition 0.000 description 1
239000012669 liquid formulation Substances 0.000 description 1
230000002906 microbiologic effect Effects 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
230000000050 nutritive effect Effects 0.000 description 1
239000005416 organic matter Substances 0.000 description 1
239000005022 packaging material Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
235000021580 ready-to-drink beverage Nutrition 0.000 description 1
235000019203 rebaudioside A Nutrition 0.000 description 1
RLLCWNUIHGPAJY-SFUUMPFESA-N rebaudioside E Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RLLCWNUIHGPAJY-SFUUMPFESA-N 0.000 description 1
238000011084 recovery Methods 0.000 description 1
238000001223 reverse osmosis Methods 0.000 description 1
239000002002 slurry Substances 0.000 description 1
229960001790 sodium citrate Drugs 0.000 description 1
235000014214 soft drink Nutrition 0.000 description 1
235000019411 steviol glycoside Nutrition 0.000 description 1
229930182488 steviol glycoside Natural products 0.000 description 1
229940013618 stevioside Drugs 0.000 description 1
OHHNJQXIOPOJSC-UHFFFAOYSA-N stevioside Natural products CC1(CCCC2(C)C3(C)CCC4(CC3(CCC12C)CC4=C)OC5OC(CO)C(O)C(O)C5OC6OC(CO)C(O)C(O)C6O)C(=O)OC7OC(CO)C(O)C(O)C7O OHHNJQXIOPOJSC-UHFFFAOYSA-N 0.000 description 1
238000003756 stirring Methods 0.000 description 1
150000005846 sugar alcohols Chemical class 0.000 description 1
230000009469 supplementation Effects 0.000 description 1
239000000725 suspension Substances 0.000 description 1
235000019527 sweetened beverage Nutrition 0.000 description 1
235000013616 tea Nutrition 0.000 description 1
GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
DRSKVOAJKLUMCL-MMUIXFKXSA-N u2n4xkx7hp Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(O)=O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O DRSKVOAJKLUMCL-MMUIXFKXSA-N 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
- A23L2/52—Adding ingredients
- A23L2/60—Sweeteners
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
- A23L27/33—Artificial sweetening agents containing sugars or derivatives
- A23L27/36—Terpene glycosides
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/30—Foods or foodstuffs containing additives; Preparation or treatment thereof containing carbohydrate syrups; containing sugars; containing sugar alcohols, e.g. xylitol; containing starch hydrolysates, e.g. dextrin
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Landscapes

Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Nutrition Science (AREA)
Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Food Science & Technology (AREA)
Polymers & Plastics (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Molecular Biology (AREA)
Seasonings (AREA)
Non-Alcoholic Beverages (AREA)
Medicinal Preparation (AREA)

CA2866850A 2012-03-26 2013-03-13 Method for enhancing rebaudioside d solubility in water Active CA2866850C (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US13/429,473 US9060537B2 (en)	2012-03-26	2012-03-26	Method for enhancing rebaudioside D solubility in water
US13/429,473		2012-03-26
PCT/US2013/030707 WO2013148177A1 (en)	2012-03-26	2013-03-13	Method for enhancing rebaudioside d solubility in water

Publications (2)

Publication Number	Publication Date
CA2866850A1 CA2866850A1 (en)	2013-10-03
CA2866850C true CA2866850C (en)	2018-04-17

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ID=49212057

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA2866850A Active CA2866850C (en)	2012-03-26	2013-03-13	Method for enhancing rebaudioside d solubility in water

Country Status (12)

Country	Link
US (1)	US9060537B2 (es)
EP (1)	EP2830442B1 (es)
JP (2)	JP5930447B2 (es)
CN (2)	CN104203006B (es)
AU (1)	AU2013240378B2 (es)
CA (1)	CA2866850C (es)
ES (1)	ES2761344T3 (es)
IN (1)	IN2014DN08396A (es)
MX (2)	MX366302B (es)
PL (1)	PL2830442T3 (es)
RU (1)	RU2615434C2 (es)
WO (1)	WO2013148177A1 (es)

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2012
- 2012-03-26 US US13/429,473 patent/US9060537B2/en active Active
2013
- 2013-03-13 CN CN201380016675.9A patent/CN104203006B/zh active Active
- 2013-03-13 WO PCT/US2013/030707 patent/WO2013148177A1/en not_active Ceased
- 2013-03-13 AU AU2013240378A patent/AU2013240378B2/en active Active
- 2013-03-13 RU RU2014143036A patent/RU2615434C2/ru active
- 2013-03-13 CN CN201610342346.9A patent/CN105995373B/zh active Active
- 2013-03-13 MX MX2014011203A patent/MX366302B/es active IP Right Grant
- 2013-03-13 JP JP2015503266A patent/JP5930447B2/ja active Active
- 2013-03-13 IN IN8396DEN2014 patent/IN2014DN08396A/en unknown
- 2013-03-13 ES ES13769066T patent/ES2761344T3/es active Active
- 2013-03-13 PL PL13769066T patent/PL2830442T3/pl unknown
- 2013-03-13 EP EP13769066.5A patent/EP2830442B1/en active Active
- 2013-03-13 CA CA2866850A patent/CA2866850C/en active Active
2014
- 2014-09-18 MX MX2019008014A patent/MX2019008014A/es unknown
2016
- 2016-04-21 JP JP2016085109A patent/JP6272386B2/ja active Active

Also Published As

Publication number	Publication date
JP5930447B2 (ja)	2016-06-08
MX2019008014A (es)	2019-09-09
EP2830442A1 (en)	2015-02-04
RU2615434C2 (ru)	2017-04-04
WO2013148177A1 (en)	2013-10-03
CN105995373B (zh)	2023-06-16
MX366302B (es)	2019-07-04
JP6272386B2 (ja)	2018-01-31
EP2830442B1 (en)	2019-10-09
MX2014011203A (es)	2014-11-10
ES2761344T3 (es)	2020-05-19
CN104203006B (zh)	2016-06-22
RU2014143036A (ru)	2016-05-20
AU2013240378B2 (en)	2015-01-29
CN104203006A (zh)	2014-12-10
JP2015511498A (ja)	2015-04-20
IN2014DN08396A (es)	2015-05-08
CA2866850A1 (en)	2013-10-03
JP2016165298A (ja)	2016-09-15
US9060537B2 (en)	2015-06-23
CN105995373A (zh)	2016-10-12
EP2830442A4 (en)	2015-11-11
PL2830442T3 (pl)	2020-04-30
US20130251881A1 (en)	2013-09-26
AU2013240378A1 (en)	2014-09-25

Publication	Publication Date	Title
CA2866850C (en)	2018-04-17	Method for enhancing rebaudioside d solubility in water
US11800883B2 (en)	2023-10-31	Compositions and comestibles
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